Villa holiday rentals in Florida Keys

4.98 out of 5 average rating, 190 reviews

An outdoor space is highlighted by a wooden picnic table and a cozy sofa underneath a large umbrella. String lights are illuminated above, creating a warm ambiance. Stepping stones set in dark rocks lead through the greenery, providing a tranquil setting for relaxation.

Villa in Homestead

The Pass Through - Brand New 2 | 1 Modern Villa

The Pass-Through is a cozy home located off of Florida’s Turnpike. Perfect if you’re looking for a pit stop when headed down to the Florida Keys or if you want to stay for a few days to explore Miami. Only a few minutes from Black Point Marina, where you can enjoy waterfront ambiance with outdoor seating, food, drinks, live band, and take your boat out for a ride to Biscayne Nat'l Park or Everglades Nat'l Park.Close to Florida’s Outlet Mall, authentic restaurants, wineries, freshfarms, and more.

4.84 out of 5 average rating, 180 reviews

The outdoor area features a heated, screened-in pool surrounded by a spacious deck. Brightly colored pool floats are present, alongside lounge chairs positioned for relaxation under a blue sky with scattered clouds and the presence of palm trees in the background.

Villa in Hollywood

SUN VILLA | Private Pool Near Hard Rock & Beach

Your modern beach vacation home is in a TRANQUIL upscale residential neighborhood w. a PRIVATE HEATED SCREENED POOL + OUTDOOR PATIO & DINING AREAS + BILLIARDS. The home is fully fenced w. max privacy and a dedicated workspace with high-speed Wi-Fi. Centrally located: ★ 5 mi. to Hollywood Beach & Hard Rock Guitar Resort Casino | 7 mi. to Hard Rock Stadium (Miami Open, F1, Concerts) & FLL airport | 19 mi. to Downtown Miami / Brickell / South Beach | 5 mins to Target, Starbucks, Publix (grocery)★

Top guest favourite

A private heated pool is surrounded by a spacious patio with laid brick flooring. Palm trees frame the scene, while a vibrant sunset casts warm colors across the sky. Lounge chairs are positioned by the pool, inviting relaxation by the serene water view.

Villa in Marathon

4.95 out of 5 average rating, 155 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

A serene outdoor space features a large swimming pool reflecting the evening sky. The modern structure provides ample covered seating under a wooden pergola, surrounded by lush palm trees, creating a private retreat.

4.96 out of 5 average rating, 127 reviews

Villa in Brickell w/Huge Outdoor Pool+Kitchen

A spacious, newly-renovated Villa right in Brickell - Miami's best location. The outdoor space has a signature pool, wooden deck, and patio with an outdoor kitchen and bbq. Enjoy the sun during the day and chill under the stars at night. Interior has high end finishes highlighted by the new master suite with large rainfall shower and soaking tub. Centrally located: as close as you can get to Brickell in a house; South Beach, Wynwood, Midtown, and Design District are all 15 minutes or less.

4.93 out of 5 average rating, 123 reviews

A serene beachfront area is presented with several white lounge chairs facing the tranquil blue waters. Rocky shoreline and greenery outline the space, creating a peaceful environment for relaxation.

Villa in Key Largo

Kawama Yacht Club and Molasses Reef Marine

Vacation in paradise. Beautiful sunsets. Swim at the salt water lagoon or at the beach plus two pools. Our villa is fully equipped, 3 bedrooms wish tv and 3 full baths First floor: garage, 1 bedroom, full bathroom, game room, pool table, bar, family room with TV, and terrace with barbecue and swing. Second floor 2 bedrooms and 2 full bathrooms, fully equipped kitchen and living a big TV, outside balcony with outdoor furniture . Tennis courts available. Optional 24' ft boat slip available.

Top guest favourite

A spacious outdoor porch features a round dining table surrounded by four chairs. A kayak is positioned nearby, and lush greenery and water views are visible in the background, enhancing the inviting outdoor space.

Villa in Duck Key

4.96 out of 5 average rating, 184 reviews

Beach House Getaway - Free Kayaks 2/2.5

Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

An outdoor patio area features comfortable seating arrangements under a shaded pergola, overlooking a large swimming pool. The vibrant green lawn is bordered by palm trees, while the sunset colors softly illuminate the sky in the background.

4.88 out of 5 average rating, 192 reviews

NEW! "Villa Paradise" ~ Luxury Gem ~ Pool ~ Game Room

Bring your family to the luxurious 3BR 2Bath Villa Paradise in the tranquil and friendly neighborhood in southern Miami, FL. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its stylish design, private backyard, and rich amenity list. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Heated Pool ✔ Game Room ✔ Smart TVs ✔ Smart House ✔ High-Speed Wi-Fi ✔ Free Parking

4.91 out of 5 average rating, 160 reviews

One Of A Kind Smart Villa - Pool/Spa/Gym/BBQ/Vibes

🎨 House of Art Miami — where design becomes the experience 🎨 This art-forward smart villa blends resort-style amenities with the comfort, privacy, and freedom of a home. Designed for groups to relax, connect, and enjoy Miami together — without feeling rushed or crowded. 🔥 Heated pool, jacuzzi, fire pit & BBQ 🏀 Mini golf, ping pong & basketball 🖼️ Curated art + immersive sound indoors & out 📍 Minutes from beaches, dining & nightlife More than a stay. An experience. @BeyondTheBNB

A welcoming living area features a cozy sofa and two wooden chairs arranged around a decorative coffee table. A round mirror is mounted above a fireplace, complemented by indoor plants. Soft lighting enhances the warm atmosphere, and a bright red front door is visible in the background.

4.96 out of 5 average rating, 144 reviews

Stylish villa in heart of Miami

Get away from the day to day and enjoy a great book on the hammock as your friends/family gather around the patio to plan your near by Miami adventures. Located close to Brickell/Miami Beach/Wynwood/Little Havana & Key Biscayne. Minutes from high end restaurants, beaches, state parks, etc... Fully stocked kitchen w/ cozy dining room; tv room includes large flat screen TV. Enjoy morning coffee walking out of French doors to inviting patio. Dedicated work space away from main home.

4.94 out of 5 average rating, 184 reviews

A spacious backyard is highlighted by a heated pool and a Tiki lounge with thatched roofing. Multiple chaise lounges surround the pool, while a grass area provides a natural touch. The patio features glass doors that enhance the connection to the indoor living space.

Villa in Hollywood

Spacious 5.5 BR Renovated Villa | Heated Pool Tiki

Upgraded in 2025! Your private, stunning, recently renovated villa! The sleek design offers the feel of a modern home. Enjoy 5.5 bedrooms and 3.5 baths, each designed to satisfy any travel connoisseur: open-concept living space and top-of-the-line kitchen with plenty of natural light. The heated backyard pool, a Tiki Space, and a beautiful outdoor dining area are perfect if skipping a beach day in style. We created this space to allow you to enjoy a lovely vacation away from home.

4.84 out of 5 average rating, 100 reviews

A private dock extends over water, featuring a boat lift and kayak racks adorned with colorful paddles. The backdrop showcases a two-story villa with large windows and a thatched tiki hut, surrounded by lush greenery and a serene pool area.

Villa in Marco Island

Blue Marlin * a space where memories are made!

Welcome to the Blue Marlin. This beautiful home will win your heart - a place to create amazing memories. Marco Island is one of the jewels of SW Florida and you will be just a few of minutes from Marco and Tigertail - expansive, white sand beaches you won't to leave. But when you do, you'll have kayaks and paddle boards to explore the waterways, bikes to explore the island, or simply stay home and make the most of the canal-side heated pool, or hang at the private tiki bar!